Evans, AS and Sundaram, GSM and Sassmannshausen, J and Toscano, JP and Tippmann, EM (2010) Weinreb Amides in Carbene Chemistry: A Time-Resolved IR Investigation into a Potential Intramolecular Stabilization Mechanism. ORG LETT , 12 (20) 4616 - 4619. 10.1021/ol101946u.
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Abstract
A chloromethylhydroxamiccarbene was generated photochemically in an attempt to form an intramolecularly stabilized carbene. A rapidly formed intermediate at 1645 cm(-1) decayed with an observed rate of 1.99 x 10(6) s(-1). Other intermediates were also observed. These also decayed, albeit much more slowly (k(obs) = 3.47 x 10(3) and 1.98 x 10(4) s(-1)). Multiple intermediates are apparently a function of both the proximal N,O-dimethylhydroxamic ester and multiple conformers of both the carbene and precursor
| Type: | Article |
|---|---|
| Title: | Weinreb Amides in Carbene Chemistry: A Time-Resolved IR Investigation into a Potential Intramolecular Stabilization Mechanism |
| DOI: | 10.1021/ol101946u |
| Keywords: | SOLVATION, REARRANGEMENT, ULTRAFAST, N,N-DIETHYLDIAZOACETAMIDE, DICHLOROCARBENE, PHOTOCHEMISTRY, SPECTROSCOPY, COMPLEXES, DYNAMICS, BENZENE |
| UCL classification: | UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry |
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